Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I)

Synonym : [1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]chlorocopper(I)

Structure

Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I)
General Information
TCI Product No. : C2422
Stock Status :
Unit Sizes Price Available stock
Belgium Tokyo *
200MG 29.80 GBP Please contact us. 3
1G 77.45 GBP Please contact us. >10

Status at 02:00 a.m. on 11 Feb 2012

* Items available from stock in Japan will be delivered in 10 business days

Purity / Analysis Method : >97.0%(T)
Storage : Freezer
M.F. / M.W. : C21H24ClCuN2=403.43
CAS Number : 873779-78-3
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MDL Number :
Application

(IMes)-copper complex catalyzed methylenation of cinnamaldehydes

(IMes)-copper complex catalyzed methylenation of cinnamaldehydes

Typical procedure (R = H): To a solution of (IMes)-Cu complex catalyst (20.2 mg) and triphenylphosphine (288 mg) in dioxane (10 mL) at 25 ºC is added 2-propanol (84 micro-L) followed by trans-cinnamaldehyde (132 mg) and the trimethylsilyldiazomethane solution (1.4 – 2.0 mmol) under inert atmosphere. The resulting mixture is then heated at 60 ºC for 2 h. Afterward, 3% H2O2 (10 mL) is added and the organic layer is extracted with ether (3 x 20 mL). The combined organic layers are washed with brine (2 x 20 mL) and dried over MgSO4. The filtrate is removed under reduced pressure and the residue is purified by flash chromatography on silica gel (eluent: 1% EtOAc/hexanes) to give 1-phenyl-1,3-butadiene (100 mg, 77%) as a colorless oil.

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